JPWO2019163831A1 - Hair treatment agents, malodor suppressants and methods for suppressing malodor after hair treatment - Google Patents
Hair treatment agents, malodor suppressants and methods for suppressing malodor after hair treatment Download PDFInfo
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- JPWO2019163831A1 JPWO2019163831A1 JP2020500998A JP2020500998A JPWO2019163831A1 JP WO2019163831 A1 JPWO2019163831 A1 JP WO2019163831A1 JP 2020500998 A JP2020500998 A JP 2020500998A JP 2020500998 A JP2020500998 A JP 2020500998A JP WO2019163831 A1 JPWO2019163831 A1 JP WO2019163831A1
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- Prior art keywords
- hair treatment
- malodor
- component
- hair
- agent
- Prior art date
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- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 description 1
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Abstract
本発明は、成分（Ａ）：システアミン及びシステアミン塩酸塩からなる群から選択される少なくとも１種、成分（Ｂ）：少なくとも１種のアルカリ剤、並びに成分（Ｃ）：コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種、を含有する、毛髪処理剤に関する。In the present invention, component (A): at least one selected from the group consisting of cysteamine and cysteamine hydrochloride, component (B): at least one alkaline agent, and component (C): succinic acid, fumaric acid, glutal. The present invention relates to a hair treatment agent containing at least one selected from the group consisting of acids and alkali metal salts or ammonium salts thereof.
Description
本発明は、毛髪処理剤、悪臭抑制剤及び毛髪処理後の悪臭を抑制する方法に関する。 The present invention relates to a hair treatment agent, a malodor suppressant, and a method for suppressing malodor after hair treatment.
システアミン及び／又はシステアミン塩酸塩を主剤とする毛髪処理剤は、チオグリコール酸及びシステイン等を含有する従来のパーマネントウェーブ剤やカラーリング剤に比べ、低ｐＨにおいても効果が得られるため、ダメージ毛やカラー後の毛にも使いやすい。 Compared with conventional permanent wave agents and coloring agents containing thioglycolic acid, cysteine, etc., hair treatment agents containing cysteamine and / or cysteamine hydrochloride as the main ingredient are effective even at low pH, so that damaged hair and hair treatment agents can be obtained. Easy to use for hair after coloring.
しかしながら、システアミンは毛髪と反応することにより、悪臭を発生することが知られている。また、システアミンによる悪臭は施術日の後も数週間にわたって持続する為、被施術者に強い不快感を与えていた。この悪臭は、特に被処理毛髪が水で濡れたとき、所謂、ウェット時に顕著に発生し、シャンプーやリンスで洗髪しても、除去することは容易ではない。そこで、このような毛髪処理剤施術後の悪臭を軽減できる技術が望まれていた。 However, cysteamine is known to generate a foul odor by reacting with hair. In addition, the odor caused by cysteamine persisted for several weeks after the treatment day, which caused strong discomfort to the treated person. This malodor is remarkable especially when the hair to be treated is wet with water, so-called wet, and it is not easy to remove it even if the hair is washed with shampoo or conditioner. Therefore, there has been a demand for a technique capable of reducing an odor after such a hair treatment agent is applied.
上記問題点を解決するため、例えば、特許文献１〜６では、パーマネントウェーブ剤等の悪臭を、香料を用いてマスキングする技術が開示されている。
また、特許文献７〜８では、当該悪臭を抑制するための、酸を含有する処理剤が開示されている。
さらに、特許文献９では、ｐＨ調整剤とサトウキビエキスを含有したｐＨ４．０〜１０．０の毛髪変形処理消臭剤が開示されている。In order to solve the above problems, for example, Patent Documents 1 to 6 disclose a technique for masking a bad odor of a permanent wave agent or the like by using a fragrance.
Further, Patent Documents 7 to 8 disclose acid-containing treatment agents for suppressing the malodor.
Further, Patent Document 9 discloses a hair deformation treatment deodorant having a pH of 4.0 to 10.0, which contains a pH adjuster and a sugar cane extract.
しかしながら、上記従来の消臭技術は、システアミン及び／又はシステアミン塩酸塩を主剤とする毛髪処理剤での施術後の悪臭を十分に抑制できるものではなかった。 However, the above-mentioned conventional deodorizing technique has not been able to sufficiently suppress the malodor after treatment with a hair treatment agent containing cysteamine and / or cysteamine hydrochloride as a main component.
本発明は、上記従来の実情に鑑みてなされたものであって、システアミン及び／又はシステアミン塩酸塩を主剤とする毛髪処理剤での施術後の悪臭を抑制できる毛髪処理剤を提供することを解決すべき課題としている。
また、本発明は、当該悪臭を抑制できる悪臭抑制剤及び毛髪処理後の悪臭を抑制する方法を提供することを解決すべき課題としている。The present invention has been made in view of the above-mentioned conventional circumstances, and it is solved to provide a hair treatment agent capable of suppressing a bad odor after treatment with a hair treatment agent containing cysteamine and / or cysteamine hydrochloride as a main ingredient. It is an issue that should be done.
Another object of the present invention is to provide a malodor suppressant capable of suppressing the malodor and a method for suppressing the malodor after hair treatment.
本発明者らは、前記課題を解決するために鋭意検討を重ねた結果、コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種を用いることで、上記課題を解決できることを見出し、本発明を完成するに至った。 As a result of diligent studies to solve the above problems, the present inventors use at least one selected from the group consisting of succinic acid, fumaric acid, glutaric acid and alkali metal salts or ammonium salts thereof. Therefore, they have found that the above problems can be solved, and have completed the present invention.
すなわち、本発明は以下の［１］〜［９］に関するものである。
［１］成分（Ａ）：システアミン及びシステアミン塩酸塩からなる群から選択される少なくとも１種、
成分（Ｂ）：少なくとも１種のアルカリ剤、並びに
成分（Ｃ）：コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種、
を含有する、毛髪処理剤。
［２］前記成分（Ｃ）を０．０１質量％〜１０質量％含有する、［１］に記載の毛髪処理剤。
［３］成分（Ａ）：システアミン及びシステアミン塩酸塩からなる群から選択される少なくとも１種、並びに成分（Ｂ）：少なくとも１種のアルカリ剤を含有する毛髪処理剤による毛髪処理後の悪臭を抑制するための悪臭抑制剤であって、
成分（Ｃ）：コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種を含有する悪臭抑制剤。
［４］前記悪臭が、チアゾリジン及びチアゾリン骨格を有する化合物からなる群から選択される少なくとも１種の化合物の臭いである、［３］に記載の悪臭抑制剤。
［５］前記悪臭が、チアゾリジン、２−アセチル−２−チアゾリン及びベンゾチアゾールからなる群から選択される少なくとも１種の化合物の臭いである、［３］又は［４］に記載の悪臭抑制剤。
［６］成分（Ａ）：システアミン及びシステアミン塩酸塩からなる群から選択される少なくとも１種、並びに成分（Ｂ）：少なくとも１種のアルカリ剤を含有する毛髪処理剤に、
成分（Ｃ）：コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種、
を配合させる、毛髪処理後の悪臭を抑制する方法。
［７］前記成分（Ｃ）を前記毛髪処理剤の質量を基準として０．０１質量％〜１０質量％配合させる、［６］に記載の毛髪処理後の悪臭を抑制する方法。
［８］前記悪臭が、チアゾリジン及びチアゾリン骨格を有する化合物からなる群から選択される少なくとも１種の化合物の臭いである、［６］又は［７］に記載の毛髪処理後の悪臭を抑制する方法。
［９］前記悪臭が、チアゾリジン、２−アセチル−２−チアゾリン及びベンゾチアゾールからなる群から選択される少なくとも１種の化合物の臭いである、［６］〜［８］のいずれか１つに記載の毛髪処理後の悪臭を抑制する方法。That is, the present invention relates to the following [1] to [9].
[1] Ingredient (A): At least one selected from the group consisting of cysteamine and cysteamine hydrochloride,
Ingredient (B): At least one alkaline agent, and Ingredient (C): At least one selected from the group consisting of succinic acid, fumaric acid, glutaric acid and their alkali metal or ammonium salts.
A hair treatment agent containing.
[2] The hair treatment agent according to [1], which contains 0.01% by mass to 10% by mass of the component (C).
[3] Component (A): Suppresses malodor after hair treatment with a hair treatment agent containing at least one selected from the group consisting of cysteamine and cysteamine hydrochloride, and component (B): at least one alkaline agent. It is a malodor suppressant for
Ingredient (C): A malodor suppressant containing at least one selected from the group consisting of succinic acid, fumaric acid, glutaric acid and alkali metal salts or ammonium salts thereof.
[4] The malodor suppressant according to [3], wherein the malodor is the odor of at least one compound selected from the group consisting of thiazolidine and a compound having a thiazolin skeleton.
[5] The malodor suppressant according to [3] or [4], wherein the malodor is the odor of at least one compound selected from the group consisting of thiazolidine, 2-acetyl-2-thiazolin and benzothiazole.
[6] Ingredient (A): At least one selected from the group consisting of cysteamine and cysteamine hydrochloride, and ingredient (B): a hair treatment agent containing at least one alkaline agent.
Ingredient (C): At least one selected from the group consisting of succinic acid, fumaric acid, glutaric acid and alkali metal salts or ammonium salts thereof.
A method of suppressing bad odors after hair treatment.
[7] The method for suppressing a foul odor after hair treatment according to [6], wherein the component (C) is blended in an amount of 0.01% by mass to 10% by mass based on the mass of the hair treatment agent.
[8] The method for suppressing the malodor after hair treatment according to [6] or [7], wherein the malodor is the odor of at least one compound selected from the group consisting of a compound having a thiazolidine and a thiazolin skeleton. ..
[9] Described in any one of [6] to [8], wherein the malodor is the odor of at least one compound selected from the group consisting of thiazolidine, 2-acetyl-2-thiazolin and benzothiazole. How to control the stench after hair treatment.
本発明によれば、システアミン及び／又はシステアミン塩酸塩を主剤とする毛髪処理剤での施術後の悪臭を抑制できる毛髪処理剤を提供することができる。
また、本発明によれば、当該悪臭を抑制できる悪臭抑制剤及び毛髪処理後の悪臭を抑制する方法を提供することができる。According to the present invention, it is possible to provide a hair treatment agent capable of suppressing a bad odor after treatment with a hair treatment agent containing cysteamine and / or cysteamine hydrochloride as a main ingredient.
Further, according to the present invention, it is possible to provide a malodor suppressant capable of suppressing the malodor and a method for suppressing the malodor after hair treatment.
［毛髪処理剤］
本発明の毛髪処理剤は、以下に記す成分（Ａ）、成分（Ｂ）及び成分（Ｃ）を含有する。[Hair treatment agent]
The hair treatment agent of the present invention contains the following component (A), component (B) and component (C).
成分（Ａ）：システアミン及びシステアミン塩酸塩からなる群から選択される少なくとも１種
成分（Ｂ）：少なくとも１種のアルカリ剤
成分（Ｃ）：コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種Component (A): At least one selected from the group consisting of cysteamine and cysteamine hydrochloride Component (B): At least one alkaline agent Component (C): Succinic acid, fumaric acid, glutaric acid and alkali metal salts thereof Or at least one selected from the group consisting of ammonium salts
本発明者らの検討によると、後述の試験例１で述べるように、システアミン塩酸塩を含む毛髪処理剤による悪臭と、チアゾリジン及びチアゾリン骨格を有する化合物の形成には相関があることがわかった。
よって、チアゾリジン及びチアゾリン骨格を有する化合物は、システアミン及び／又はシステアミン塩酸塩を主剤とする毛髪処理剤による悪臭の指標として用いられる可能性がある。According to the studies by the present inventors, as described in Test Example 1 described later, it was found that there is a correlation between the malodor caused by the hair treatment agent containing cysteamine hydrochloride and the formation of a compound having a thiazolidine and thiazolin skeleton.
Therefore, a compound having a thiazolidine and a thiazolidine skeleton may be used as an index of malodor caused by a hair treatment agent containing cysteamine and / or cysteamine hydrochloride as a main component.
なお、「J.Agric. Food Chem.」(1998) 46, p.224-227(Tzou-Chi Huang、Lee-Zen Huang、Chi-Tang Ho著)では、アルデヒドとシステアミンが反応することでチアゾリジン化合物を形成することが報告されている。また、「J.Agric. Food Chem.」(2002) 50, p.5391-5393(Wolfgang Engel、Peter Schieberle著)では、チアゾリジン化合物はポップコーンの様な特異臭を持つことが報告されている。 In "J. Agric. Food Chem." (1998) 46, p.224-227 (written by Tzou-Chi Huang, Lee-Zen Huang, Chi-Tang Ho), a thiazolidine compound is formed by the reaction of aldehyde and cysteamine. Has been reported to form. In addition, "J. Agric. Food Chem." (2002) 50, p.5391-5393 (Wolfgang Engel, by Peter Schieberle) reports that thiazolidine compounds have a peculiar odor like popcorn.
本発明においては、成分（Ａ）及び成分（Ｂ）を含有する毛髪処理剤がさらに成分（Ｃ）を含有することにより、悪臭の原因と考えられるチアゾリジン及びチアゾリン骨格を有する化合物の形成を抑制できる。 In the present invention, when the hair treatment agent containing the component (A) and the component (B) further contains the component (C), the formation of a compound having a thiazolidine and thiazolin skeleton considered to be a cause of malodor can be suppressed. ..
成分（Ａ）は、システアミン及びシステアミン塩酸塩からなる群から選択される少なくとも１種である。これらはそれぞれ単独又は２種組み合わせて使用することができる。 The component (A) is at least one selected from the group consisting of cysteamine and cysteamine hydrochloride. These can be used alone or in combination of two.
成分（Ａ）の含有量は、特に制限されるものではないが、本発明の毛髪処理剤の質量を基準として、通常０．０１質量％〜２０質量％、好ましくは０．１質量％〜１０質量％である。 The content of the component (A) is not particularly limited, but is usually 0.01% by mass to 20% by mass, preferably 0.1% by mass to 10% based on the mass of the hair treatment agent of the present invention. It is mass%.
成分（Ａ）の含有量が０．０１質量％以上であると、毛髪の施術効果が十分に発揮される。成分（Ａ）の含有量が２０質量％以下であると、毛髪処理剤の価格が高価になりすぎるのを防ぐことができる。 When the content of the component (A) is 0.01% by mass or more, the hair treatment effect is sufficiently exhibited. When the content of the component (A) is 20% by mass or less, it is possible to prevent the price of the hair treatment agent from becoming too expensive.
成分（Ｂ）は、少なくとも１種のアルカリ剤である。
アルカリ剤は、毛髪に実質的にダメージを与えないものである限り特に制限はなく、例えば、アンモニア、アルカノールアミン（例えば、モノエタノールアミン、ジエタノールアミン、トリエタノールアミン、モノイソプロパノールアミン、ジイソプロパノールアミン、トリイソプロパノールアミン等）、アンモニウム塩、有機アミン類（例えば、２−アミノ−２−メチル−１−プロパノール、２−アミノ−２−メチル−１，３−プロパンジオール、グアニジン等）、無機アルカリ（例えば、水酸化ナトリウム、水酸化カリウム、炭酸ナトリウム、炭酸カリウム等）、塩基性アミノ酸（例えば、アルギニン、リジン等）及びそれらの塩等が挙げられ、これらはそれぞれ単独で又は２種以上組み合わせて使用することができる。The component (B) is at least one alkaline agent.
The alkaline agent is not particularly limited as long as it does not substantially damage the hair, and is, for example, ammonia, alkanolamine (for example, monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, tri). Isopropanolamine, etc.), ammonium salts, organic amines (eg, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, guanidine, etc.), inorganic alkalis (eg, guanidine, etc.) Examples thereof include sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, etc.), basic amino acids (eg, arginine, lysine, etc.) and salts thereof, and these may be used alone or in combination of two or more. Can be done.
成分（Ｂ）の含有量は、特に制限されるものではないが、本発明の毛髪処理剤の質量を基準として、通常０．００５質量％〜２０質量％、好ましくは０．０５質量％〜４質量％である。 The content of the component (B) is not particularly limited, but is usually 0.005% by mass to 20% by mass, preferably 0.05% by mass to 4 based on the mass of the hair treatment agent of the present invention. It is mass%.
成分（Ｂ）の含有量が０．００５質量％以上であると、毛髪の施術効果が十分に発揮される。成分（Ｂ）の含有量が２０質量％以下であると、毛髪処理剤の価格が高価になりすぎるのを防ぐことができる。 When the content of the component (B) is 0.005% by mass or more, the hair treatment effect is sufficiently exhibited. When the content of the component (B) is 20% by mass or less, it is possible to prevent the price of the hair treatment agent from becoming too expensive.
成分（Ｂ）の含有量を調整することによって、毛髪処理剤を所望のｐＨとすることができる。 By adjusting the content of the component (B), the hair treatment agent can have a desired pH.
成分（Ｃ）は、コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種である。 The component (C) is at least one selected from the group consisting of succinic acid, fumaric acid, glutaric acid and alkali metal salts or ammonium salts thereof.
アルカリ金属塩としては、例えば、ナトリウム塩、カリウム塩等が挙げられる。
上記アルカリ金属塩又はアンモニウム塩は、毛髪処理剤のｐＨを調整する作用を有する。すなわち、コハク酸、フマル酸及びグルタル酸からなる群から選択される少なくとも１種のみを用いた場合には、毛髪処理剤のｐＨが低下して酸性に傾くため、上記アルカリ金属塩又はアンモニウム塩を併用することで、上記アルカリ金属塩又はアンモニウム塩のｐＨ緩衝作用により、毛髪処理剤のｐＨを所定の範囲に調整することができる。Examples of the alkali metal salt include sodium salt, potassium salt and the like.
The alkali metal salt or ammonium salt has an effect of adjusting the pH of the hair treatment agent. That is, when only one selected from the group consisting of succinic acid, fumaric acid and glutaric acid is used, the pH of the hair treatment agent decreases and the hair treatment agent tends to become acidic. Therefore, the alkali metal salt or ammonium salt is used. When used in combination, the pH of the hair treatment agent can be adjusted to a predetermined range by the pH buffering action of the alkali metal salt or ammonium salt.
本発明者らは、驚くべきことに成分（Ｃ）：コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種が、チアゾリジン及びチアゾリン骨格を有する化合物の形成を抑制できることを見出した。 We have surprisingly found that at least one selected from the group consisting of component (C): succinic acid, fumaric acid, glutaric acid and alkali metal or ammonium salts thereof has a thiazolidine and thiazolin skeleton. It has been found that the formation of compounds can be suppressed.
成分（Ｃ）の含有量は、本発明の毛髪処理剤の質量を基準として、好ましくは０．０１質量％〜１０質量％、より好ましくは０．０５質量％〜５質量％である。 The content of the component (C) is preferably 0.01% by mass to 10% by mass, more preferably 0.05% by mass to 5% by mass, based on the mass of the hair treatment agent of the present invention.
成分（Ｃ）の含有量が０．０１質量％以上であることにより、十分な悪臭抑制効果を得ることができる。また、成分（Ｃ）の含有量が１０質量％以下であることにより、毛髪処理剤の価格が高価になりすぎるのを防ぐことができる。 When the content of the component (C) is 0.01% by mass or more, a sufficient malodor suppressing effect can be obtained. Further, when the content of the component (C) is 10% by mass or less, it is possible to prevent the price of the hair treatment agent from becoming too expensive.
本発明の毛髪処理剤は、以上に述べた成分（Ａ）、（Ｂ）及び（Ｃ）に加えて、必要に応じて、任意成分として通常の毛髪化粧料添加剤、例えば、水、香料、水溶性高分子化合物、油性成分、多価アルコール、界面活性剤、糖類、防腐剤、キレート剤、安定剤、ｐＨ調整剤、植物抽出物、ビタミン類、紫外線吸収剤等を含有することができる。 In addition to the components (A), (B) and (C) described above, the hair treatment agent of the present invention has, if necessary, an ordinary hair cosmetic additive such as water, a fragrance, as an optional component. It can contain water-soluble polymer compounds, oily components, polyhydric alcohols, surfactants, sugars, preservatives, chelating agents, stabilizers, pH adjusters, plant extracts, vitamins, ultraviolet absorbers and the like.
上記香料としては、例えば、炭化水素類、アルコール類、フェノール類、アルデヒド類及び／又はアセタール類、ケトン類及び／又はケタール類、エーテル類、合成ムスク類、酸類、ラクトン類、フラン類、エステル類、含窒素化合物、含硫黄化合物、含ハロゲン化合物等の合成香料、並びに天然香料等が挙げられる。 Examples of the fragrance include hydrocarbons, alcohols, phenols, aldehydes and / or acetals, ketones and / or ketals, ethers, synthetic musks, acids, lactones, furans and esters. , Synthetic fragrances such as nitrogen-containing compounds, sulfur-containing compounds, halogen-containing compounds, and natural fragrances.
さらに、特許文献１〜６、「合成香料 化学と商品知識 増補新版」（２０１６年１２月２０日発行 合成香料編集委員会編集 化学工業日報社）、「Perfume and Flavor Chemicals(Aroma Chemicals)1,2」(Steffen Arctender(1969))等に記載の香料を使用することもできる。
これらの香料は、１種および２種以上を混合して使用してもよい。Furthermore, Patent Documents 1 to 6, "Synthetic Fragrance Chemistry and Product Knowledge Augmented New Edition" (published December 20, 2016, edited by The Chemical Daily), "Perfume and Flavor Chemicals (Aroma Chemicals) 1, 2 (Steffen Arctender (1969)) and the like can also be used.
These fragrances may be used alone or in admixture of two or more.
これらの香料は、市販のものを使用することもできる。また、香料単品は、合成品を使用してもよいし、植物等の天然起源から調製してもよい。 Commercially available fragrances can also be used. In addition, the fragrance alone may be a synthetic product or may be prepared from a natural origin such as a plant.
なお、代表的な合成香料としては、例えば、ピネン、リモネン、カリオフィレン、ロンギホレン、ミルセン等の炭化水素類；シス−３−ヘキセノール、レボサンドール（高砂香料工業株式会社製）、ｐ−ｔ−ブチロシクロヘキサノール、シトロネロール、ゲラニオール、ネロール、リナロール、ジヒドロリナロール、テトラヒドロリナロール、ジヒドロミルセノール、テトラヒドロミルセノール、メントール、テルピネオール、ボルネオール、イソボルネオール、イソカンフィルシクロヘキサノール、ファルネソール、セドロール、ベンジルアルコール、α−フェニルエチルアルコール、β−フェニルエチルアルコール、フェノキシエチルアルコール、シンナミックアルコール、アミルシンナミックアルコール、チモール、オイゲノール、ジヒドロファルネソール等のアルコール類；シネオール、エストラゴール、β−ナフトールメチルエーテル、β−ナフトールエチルエーテル、ジフェニルオキサイド、セドロールメチルエーテル、イソアミルフェニルエチルエーテル、アンブロキサン（花王株式会社製）、グリサルバ（ＩＦＦ社製）、ローズオキサイド、ジヒドロローズオキサイド、リモネンオキサイド、メントフラン、アンバーコア（花王株式会社製）等のエーテル類；Ｃ９〜Ｃ１２脂肪族アルデヒド、シトロネラール、シトラール、ヒドロキシシトロネラール、ジメチルテトラヒドロベンズアルデヒド、マイラックアルデヒド（ＩＦＦ社製）、コバノール（高砂香料工業株式会社製）、ベルンアルデヒド（Ｇｉｖａｕｄａｎ ＳＡ社製）、ベンズアルデヒド、シクラメンアルデヒド、スザラール（高砂香料工業株式会社製）、リリアール（Ｇｉｖａｕｄａｎ ＳＡ社製）、シンナミックアルデヒド、メチルシンナミックアルデヒド、アミルシンナミックアルデヒド、ヘキシルシンナミックアルデヒド、バニリン、エチルバニリン、ヘリオトロピン、ヘリオブーケ（高砂香料工業株式会社製）、ジヒドロファルネサール等のアルデヒド類；ｃｉｓ−ジャスモン、ジヒドロジャスミン、ジヒドロジャスモン酸メチル（ヘディオン、Ｆｉｒｍｅｎｉｃｈ ＳＡ社製）、シクロテン、ダマセノン、ダマスコン、ダイナスコン、ヨノン、メチルヨノン、イロン、カシュメラン（ＩＦＦ社製）、イソ・イー・スーパー（ＩＦＦ社製）、カルボン、メントン、アセチルセドレン、イソロンギホラノン、ラズベリーケトン、アセトフェノン、ベンゾフェノン等のケトン類；γ−ウンデカラクトン、クマリン、ギ酸リナリル、ギ酸シトロネリル、リナリルアセテート、シトロネリルアセテート、ゲラニルアセテート、テロペニルアセテート、セドリルアセテート、ｐ−ｔ−ブチルシクロヘキシルアセテート（ベルテネックス、ＩＦＦ社製）、２−ｔ−ブチルシクロヘキシルアセテート（ベルドックス、ＩＦＦ社製）、トリシクロデセニルアセテート（エリカアセテート、高砂香料工業株式会社製）、ベンジルアセテート、フェニルアリルアセテート、スチラリルアセテート、イソアミルアセテート、ローズフェノン、ジメチルベンジルカルビニルアセテート、ジャスマール（ＩＦＦ社製）、ベンジルベンゾエート、ベンジルサリチレート、ヘキシルサリチレート、メチルアトラレート、メチルアンスラニレート、ジメチルアンスラニレート、エチルアンスラニレート、オーランチオール（Ｇｉｖａｕｄａｎ ＳＡ社製）、トリメチルシクロヘキサンカルボン酸エチル（テサロン、高砂香料工業株式会社製）、フルテート（花王株式会社製）等のエステル類；ムスコン、ムスコール、シベトン、シクロペンタデカノン、シクロヘキサデカノン、シクロヘキサデセノン（アンブレトン、高砂香料工業株式会社製）、シクロペンタデカノリド、１０−オキサヘキサデカノリド、エチレンブラシレート（ムスクＴ、高砂香料工業株式会社製）、エチレンドデカンジオエート、セレストリド（ＩＦＦ社製）、トナリド（ＰＦＷ社製）、ガラクソライド（ＩＦＦ社製）、トラセオライド（Ｇｉｖａｕｄａｎ ＳＡ社製）、ファントリド（ＰＦＷ社製）等のムスク類等が挙げられる。 Typical synthetic fragrances include hydrocarbons such as pinene, limonene, cariophyllene, longiholene, and milsen; cis-3-hexenol, levosandol (manufactured by Takasago Perfume Industry Co., Ltd.), pt-butyro. Cyclohexanol, citronellol, geraniol, nerol, linalol, dihydrolinalol, tetrahydrolinalol, dihydromilsenol, tetrahydromilsenol, menthol, terpineol, borneol, isoborneol, isocampylcyclohexanol, farnesol, sedrol, benzyl alcohol, α -Alcohols such as phenylethyl alcohol, β-phenylethyl alcohol, phenoxyethyl alcohol, synamic alcohol, amylcinnamic alcohol, timol, eugenol, dihydrofarnesol; cineol, estragor, β-naphtholmethyl ether, β-naphtholethyl Ether, diphenyl oxide, sedrol methyl ether, isoamylphenyl ethyl ether, ambroxane (manufactured by Kao Co., Ltd.), glycalva (manufactured by IFF), rose oxide, dihydrorose oxide, limonene oxide, mentholan, amber core (manufactured by Kao Co., Ltd.) ) And other ethers; C9-C12 aliphatic aldehyde, citroneral, citral, hydroxycitroneral, dimethyltetrahydrobenzaldehyde, mylacaldehyde (manufactured by IFF), covanol (manufactured by Takasago Perfume Industry Co., Ltd.), Bernaldehyde (Givaudan SA) Benzaldehyde, cyclamenaldehyde, suzalal (manufactured by Takasago Fragrance Industry Co., Ltd.), lilial (manufactured by Givaudan SA), cinnamic aldehyde, methyl cinnamic aldehyde, amylcinnamic aldehyde, hexyl cinnamic aldehyde, vanillin, ethyl vanillin. , Heliotropin, Heliobouque (manufactured by Takasago Fragrance Industry Co., Ltd.), Aldehydes such as dihydrofarnesal; cis-jasmon, dihydrojasmine, methyl dihydrojasmonate (Hedion, manufactured by Filmenich SA), cycloten, damasenon, damascon, dynascon , Yonon, Methyl Yonon, Iron, Kashmeran (manufactured by IFF), Iso E Super (manufactured by IFF), Aldehyde, Menton, Acetylsedrene, Isolongihoranone, Raspberry Ketone, A Ketones such as setophenone and benzophenone; γ-undecalactone, coumarin, linalyl formate, citronellyl formate, linalyl acetate, citronellyl acetate, geranyl acetate, telopenyl acetate, sedrill acetate, pt-butylcyclohexyl acetate (bell) Tenex, manufactured by IFF), 2-t-butylcyclohexyl acetate (Beldox, manufactured by IFF), tricyclodecenyl acetate (Erica acetate, manufactured by Takasago Fragrance Industry Co., Ltd.), benzyl acetate, phenylallyl acetate, styralyl Acetate, isoamyl acetate, rosephenone, dimethylbenzylcarbinate acetate, Jasmar (manufactured by IFF), benzylbenzoate, benzylsalicylate, hexylsalicylate, methylatralate, methylanthranilate, dimethylanthranilate, ethylanthra Esters such as nilate, auranthiolu (manufactured by Givaudan SA), ethyl trimethylcyclohexanecarboxylate (manufactured by Tesalon, Takasago Perfume Industry Co., Ltd.), flutate (manufactured by Kao Co., Ltd.); Muscone, Muscol, Sibeton, cyclopentadecanol Non, cyclohexadecanol, cyclohexadecenone (umbreton, manufactured by Takasago Fragrance Industry Co., Ltd.), cyclopentadecanolide, 10-oxahexadecanolide, ethylene brush rate (Muscone, manufactured by Takasago Fragrance Industry Co., Ltd.), ethylene Muscons such as dodecandioate, cerestride (manufactured by IFF), tonalide (manufactured by PFW), galaxolide (manufactured by IFF), tratheolide (manufactured by Givaudan SA), phantride (manufactured by PFW) and the like can be mentioned.
また、代表的な天然香料としては、例えば、アニスシード、イランイラン、エレミ、オリス、オレンジ、ガルバナム、クラリーセージ、クローブ、コリアンダー、サンダルウッド、シトロネラ、シナモン、ジャスミン、スペアーミント、セダーウッド、ゼラニウム、セロリ、タンジェリン、トンカビーンズ、ネロリ、バイオレット、パチョリ、ピーチ、ベチバー、ペチグレン、ペパーミント、ペルーバルサム、ベルガモット、ユーカリ、ライラック、ラズベリー、ラベンダー、リリーオブザバレー、レモン、レモングラス、ライム、ローズ等の天然精油；アンバー、カストリウム、シベット、ムスク等の動物性香料等が挙げられる。
これらの香料は単独で用いてもよいし、２種以上を調合して調合香料として用いてもよい。Typical natural fragrances include, for example, anis seed, ylang ylang, elemi, orris, orange, galvanum, clary sage, clove, coriander, sandalwood, citronella, cinnamon, jasmine, spare mint, cedarwood, geranium, celery, etc. Natural essential oils such as tangerine, tonka beans, neroli, violet, patchouli, peach, vetiver, petiglen, peppermint, peruvian balsam, bergamot, eucalyptus, lilac, raspberry, lavender, lily of the valley, lemon, lemongrass, lime, rose; , Animal fragrances such as castorium, civet, musk and the like.
These fragrances may be used alone or in combination of two or more as a blended fragrance.
香料の含有量は、本発明の毛髪処理剤の質量を基準として、通常０．０１質量％〜５質量％、好ましくは０．１質量％〜１質量％である。 The content of the fragrance is usually 0.01% by mass to 5% by mass, preferably 0.1% by mass to 1% by mass, based on the mass of the hair treatment agent of the present invention.
上記水溶性高分子化合物は、特に制限されるものではなく、例えば、アラビアガム、カラヤガム、トラガントガム、アルギン酸ナトリウム、キサンタンガム、セルロース誘導体、架橋ポリアクリル酸、ポリ塩化ジメチルメチレンピペリジウム等を挙げることができる。 The water-soluble polymer compound is not particularly limited, and examples thereof include gum arabic, karaya gum, tragant gum, sodium alginate, xanthan gum, cellulose derivatives, crosslinked polyacrylic acid, and polydimethylmethylene piperidium chloride. ..
上記油性成分は、特に制限されるものではなく、例えば、油脂類、ロウ類、高級アルコール、炭化水素類、高級脂肪酸、アルキルグリセリルエーテル、エステル類、シリコーン類等が挙げられる。 The oily component is not particularly limited, and examples thereof include fats and oils, waxes, higher alcohols, hydrocarbons, higher fatty acids, alkylglyceryl ethers, esters, and silicones.
該高級アルコールは、特に制限されるものではなく、例えば、セチルアルコール（セタノール）、２−ヘキシルデカノール、ステアリルアルコール、イソステアリルアルコール、セトステアリルアルコール、オレイルアルコール、アラキルアルコール、ベヘニルアルコール、２−オクチルドデカノール、ラウリルアルコール、ミリスチルアルコール、デシルテトラデカノール、ラノリンアルコール等を挙げることができる。 The higher alcohol is not particularly limited, and is not particularly limited, for example, cetyl alcohol (cetanol), 2-hexyldecanol, stearyl alcohol, isostearyl alcohol, cetostearyl alcohol, oleyl alcohol, araquil alcohol, behenyl alcohol, 2-octyldodecanol. , Lauryl alcohol, myristyl alcohol, decyltetradecanol, lanolin alcohol and the like.
該炭化水素類は、特に制限されるものではなく、例えば、ミネラルオイル、ポリエチレン、マイクロクリスタリンワックス、ワセリン等を挙げることができる。 The hydrocarbons are not particularly limited, and examples thereof include mineral oil, polyethylene, microcrystalline wax, and petrolatum.
該高級脂肪酸は、特に制限されるものではなく、例えば、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘニン酸、イソステアリン酸、１２−ヒドロキシステアリン酸、オレイン酸、ラノリン脂肪酸等を挙げることができる。 The higher fatty acid is not particularly limited, and examples thereof include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, isostearic acid, 12-hydroxystearic acid, oleic acid, and lanolin fatty acid. ..
該アルキルグリセリルエーテルは、特に制限されるものではなく、例えば、バチルアルコール、キミルアルコール、セラキルアルコール、イソステアリルグリセリルエーテル等を挙げることができる。 The alkyl glyceryl ether is not particularly limited, and examples thereof include batyl alcohol, kimil alcohol, ceracyl alcohol, and isostearyl glyceryl ether.
該エステル類は、特に制限されるものではなく、例えば、アジピン酸ジイソプロピル、イソノナン酸イソノニル、リシノール酸オクチルドデシル、１０〜３０の炭素数を有する不飽和脂肪酸コレステリル／ラノステリル、乳酸セチル、ジ−２−エチルヘキサン酸エチレングリコール、ペンタエリスリトール脂肪酸エステル、ジペンタエリスリトール脂肪酸エステル、リンゴ酸ジイソステアリル、コハク酸ジオクチル、２−エチルヘキサン酸セチル等を挙げることができる。 The esters are not particularly limited, for example, diisopropyl adipate, isononyl isononanoate, octyldodecyl ricinolate, unsaturated fatty acid cholesteryl / lanosteryl having 10 to 30 carbon atoms, cetyl lactate, di-2-. Examples thereof include ethylene glycol ethylhexanoate, pentaerythritol fatty acid ester, dipentaerythritol fatty acid ester, diisostearyl malate, dioctyl succinate, and cetyl 2-ethylhexanoate.
上記多価アルコールは、特に制限されるものではなく、例えば、グリセリン、ジグリセリン、ポリグリセリン、エチレングリコール、イソペンチルジオール、プロピレングリコール、ジプロピレングリコール、１，３−ブチレングリコール等を挙げることができる。 The polyhydric alcohol is not particularly limited, and examples thereof include glycerin, diglycerin, polyglycerin, ethylene glycol, isopentyldiol, propylene glycol, dipropylene glycol, and 1,3-butylene glycol. ..
上記界面活性剤としては、イオン性界面活性剤及び非イオン性界面活性剤が挙げられ、イオン性界面活性剤には、カチオン性界面活性剤、アニオン性界面活性剤及び両性界面活性剤が包含される。 Examples of the above-mentioned surfactant include an ionic surfactant and a non-ionic surfactant, and the ionic surfactant includes a cationic surfactant, an anionic surfactant and an amphoteric surfactant. To.
該カチオン性界面活性剤は、特に制限されるものではなく、例えば、塩化ラウリルトリメチルアンモニウム、塩化セチルトリメチルアンモニウム、塩化ステアリルトリメチルアンモニウム、塩化ジステアリルジメチルアンモニウム、塩化ベヘニルトリメチルアンモニウム、臭化セチルトリメチルアンモニウム、臭化ステアリルトリメチルアンモニウム、エチル硫酸ラノリン脂肪酸アミノプロピルエチルジメチルアンモニウム、ステアリルトリメチルアンモニウムサッカリン、セチルトリメチルアンモニウムサッカリン、メチル硫酸ベヘニルトリメチルアンモニウム等を挙げることができる。 The cationic surfactant is not particularly limited, and for example, lauryltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, behenyltrimethylammonium chloride, cetyltrimethylammonium bromide, Examples thereof include stearyltrimethylammonium bromide, lanolin fatty acid aminopropylethyldimethylammonium, stearyltrimethylammonium saccharin, cetyltrimethylammonium saccharin, and behenyltrimethylammonium methylsulfate.
該アニオン性界面活性剤は、特に制限されるものではなく、例えば、アルキルエーテル硫酸塩、アルキル硫酸塩、アルケニルエーテル硫酸塩、アルケニル硫酸塩、オレフィンスルホン酸塩、アルカンスルホン酸塩、飽和又は不飽和脂肪酸塩、アルキル又はアルケニルエーテルカルボン酸塩、α−スルホン脂肪酸塩、ココイルグルタミン酸ナトリウム等のＮ−アシルアミノ酸型界面活性剤、リン酸モノ又はジエステル型界面活性剤、スルホコハク酸エステル等を挙げることができる。これらの界面活性剤のアニオン基の対イオンとしては、例えば、ナトリウムイオン、カリウムイオン、トリエタノールアミン等を挙げることができる。 The anionic surfactant is not particularly limited, and is, for example, alkyl ether sulfate, alkyl sulfate, alkenyl ether sulfate, alkenyl sulfate, olefin sulfonate, alkane sulfonate, saturated or unsaturated. Examples thereof include fatty acid salts, alkyl or alkenyl ether carboxylates, α-sulfon fatty acid salts, N-acylamino acid type surfactants such as sodium cocoyl glutamate, monophosphate or diester type surfactants, sulfosuccinates and the like. .. Examples of the counterion of the anion group of these surfactants include sodium ion, potassium ion, triethanolamine and the like.
該両性界面活性剤は、特に制限されるものではなく、例えば、ココベタイン、ラウラミドプロピルベタイン、コカミドプロピルベタイン、ラウロアンホ酢酸ナトリウム、ココアンホ酢酸ナトリウム、ラウリルベタイン等を挙げることができる。 The amphoteric tenside is not particularly limited, and examples thereof include cocobetaine, lauramidopropyl betaine, cocamidopropyl betaine, sodium lauroamphoacetate, sodium cocoamphoacetate, and lauryl betaine.
上記防腐剤は、特に限定されるものではなく、例えば、安息香酸ナトリウム、メチルパラベン、フェノキシエタノール等を挙げることができる。 The preservative is not particularly limited, and examples thereof include sodium benzoate, methylparaben, and phenoxyethanol.
上記安定剤は、特に限定されるものではなく、例えば、フェナセチン、８−ヒドロキシキノリン、アセトアニリド、ピロリン酸ナトリウム、バルビツール酸、尿酸、タンニン酸等を挙げることができる。 The stabilizer is not particularly limited, and examples thereof include phenacetin, 8-hydroxyquinoline, acetanilide, sodium pyrophosphate, barbituric acid, uric acid, and tannic acid.
上記ｐＨ調整剤は、特に限定されるものではなく、例えば、クエン酸、酒石酸、乳酸、リンゴ酸、マレイン酸、ピロリン酸、グルコン酸、グルクロン酸、安息香酸、２−アミノ−２−メチル−１，３−プロパンジオール、塩基性アミノ酸等を挙げることができる。 The pH adjuster is not particularly limited, and for example, citric acid, tartaric acid, lactic acid, malic acid, maleic acid, pyrophosphate, gluconic acid, glucuronic acid, benzoic acid, 2-amino-2-methyl-1 , 3-Propanediol, basic amino acids and the like.
本発明の毛髪処理剤の製造方法は、特に限定されるものではないが、例えば、成分（Ａ）、（Ｂ）、（Ｃ）及び必要に応じて上記任意成分を加えて十分に撹拌する方法等が挙げられる。 The method for producing the hair treatment agent of the present invention is not particularly limited, but for example, a method in which the components (A), (B), (C) and, if necessary, the above optional components are added and sufficiently stirred. And so on.
また、本発明の毛髪処理剤は、例えば、パーマ剤、縮毛矯正剤等に使用することができるが、特にパーマ剤への使用が好適である。 Further, the hair treatment agent of the present invention can be used, for example, as a perm agent, a hair straightener, etc., but it is particularly preferable to use it as a perm agent.
［悪臭抑制剤］
本発明の悪臭抑制剤は、上記成分（Ｃ）を含有し、上記成分（Ａ）及び成分（Ｂ）を含有する毛髪処理剤による毛髪処理後の悪臭を抑制するためのものである。[Odor suppressant]
The malodor suppressant of the present invention contains the above component (C) and is for suppressing the malodor after hair treatment with a hair treatment agent containing the above components (A) and (B).
上述のとおり、成分（Ｃ）により、成分（Ａ）及び成分（Ｂ）を含有する毛髪処理剤由来の悪臭の原因と考えられるチアゾリジン及びチアゾリン骨格を有する化合物の形成を抑制できる。 As described above, the component (C) can suppress the formation of a compound having a thiazolidine and a thiazolin skeleton, which is considered to be a cause of the malodor derived from the hair treatment agent containing the component (A) and the component (B).
すなわち、本発明の悪臭抑制剤は、チアゾリジン及びチアゾリン骨格を有する化合物からなる群から選択される少なくとも１種の化合物の臭いに対して好適に用いられる。 That is, the malodor suppressant of the present invention is suitably used for the odor of at least one compound selected from the group consisting of thiazolidine and a compound having a thiazolin skeleton.
チアゾリン骨格を有する化合物としては、例えば、２−アセチル−２−チアゾリン、ベンゾチアゾール等が挙げられる。 Examples of the compound having a thiazolin skeleton include 2-acetyl-2-thiazolin, benzothiazole and the like.
［毛髪処理後の悪臭を抑制する方法］
本発明の毛髪処理後の悪臭を抑制する方法は、上記成分（Ａ）及び上記成分（Ｂ）を含有する毛髪処理剤に、上記成分（Ｃ）を配合させることを特徴とする。[How to suppress bad odor after hair treatment]
The method for suppressing a foul odor after hair treatment of the present invention is characterized by blending the above component (C) with the hair treatment agent containing the above component (A) and the above component (B).
上述のとおり、成分（Ｃ）により、成分（Ａ）及び成分（Ｂ）を含有する毛髪処理剤由来の悪臭の原因と考えられるチアゾリジン及びチアゾリン骨格を有する化合物の形成を抑制できる。 As described above, the component (C) can suppress the formation of a compound having a thiazolidine and a thiazolin skeleton, which is considered to be a cause of the malodor derived from the hair treatment agent containing the component (A) and the component (B).
すなわち、本発明の毛髪処理後の悪臭を抑制する方法は、チアゾリジン及びチアゾリン骨格を有する化合物からなる群から選択される少なくとも１種の化合物の臭いに対して好適に用いられる。 That is, the method of suppressing the malodor after hair treatment of the present invention is suitably used for the odor of at least one compound selected from the group consisting of compounds having a thiazolidine and a thiazolin skeleton.
チアゾリン骨格を有する化合物としては、例えば、２−アセチル−２−チアゾリン、ベンゾチアゾール等が挙げられる。 Examples of the compound having a thiazolin skeleton include 2-acetyl-2-thiazolin, benzothiazole and the like.
成分（Ｃ）の配合量は、成分（Ａ）及び成分（Ｂ）を含有する毛髪処理剤の質量を基準として、好ましくは０．０１質量％〜１０質量％、より好ましくは０．０５質量％〜５質量％である。 The blending amount of the component (C) is preferably 0.01% by mass to 10% by mass, more preferably 0.05% by mass, based on the mass of the hair treatment agent containing the component (A) and the component (B). ~ 5% by mass.
成分（Ｃ）の配合量が０．０１質量％以上であることにより、十分な悪臭抑制効果を得ることができる。また、成分（Ｃ）の配合量が１０質量％以下であることにより、毛髪処理剤の価格が高価になりすぎるのを防ぐことができる。 When the blending amount of the component (C) is 0.01% by mass or more, a sufficient malodor suppressing effect can be obtained. Further, when the blending amount of the component (C) is 10% by mass or less, it is possible to prevent the price of the hair treatment agent from becoming too expensive.
以下に実施例を挙げて本発明を具体的に説明するが、本発明は、これらにより何ら限定されるものではなく、また、本発明の範囲を逸脱することなく様々な変更や修正を加えてもよい。なお、下記に記載する処方の単位は特に言及しない限り、“％”は“質量％”を意味し、組成比は質量比を表す。 Hereinafter, the present invention will be specifically described with reference to examples, but the present invention is not limited thereto, and various changes and modifications are made without departing from the scope of the present invention. May be good. Unless otherwise specified, the unit of the formulation described below means "%" and "mass%", and the composition ratio represents the mass ratio.
［試験例１］
〔試験例１−１〕
毛髪処理剤として、以下に示す配合組成を混合した第１剤及び以下の第２剤を用意した。[Test Example 1]
[Test Example 1-1]
As the hair treatment agent, a first agent mixed with the following compounding composition and the following second agent were prepared.
＜第１剤＞
成分（Ａ）：５０％システアミン塩酸塩水溶液 ６．６０％
成分（Ｂ）：２８％アンモニア水溶液 適量
精製水 残量
全量 １００．０％<First agent>
Ingredient (A): 50% cysteamine hydrochloride aqueous solution 6.60%
Ingredient (B): 28% aqueous ammonia solution Appropriate amount Purified water Remaining amount 100.0%
成分（Ａ）に成分（Ｂ）を添加してｐＨ９．０に調整した後、精製水で１００．０質量％とした。 After adjusting the pH to 9.0 by adding the component (B) to the component (A), the pH was adjusted to 100.0% by mass with purified water.
＜第２剤＞
６．００％臭素酸ナトリウム水溶液<Second agent>
6.00% sodium bromate aqueous solution
上記第１剤及び第２剤を用い、以下の順番で毛髪処理を行った。
・人毛（かもじ、２０ｇ）の毛束をシャンプー処理し風乾した。
・第１剤を容器に入れ、容器を３０℃の恒温水槽に入れて温度を一定に保ち、毛束を第１剤に浸漬し１５分間放置した。
・３０〜４０℃の温水で毛束を３０秒間洗い流した。
・第２剤を容器に入れ、容器を３０℃の恒温水槽に入れて温度を一定に保ち、毛束を第２剤に浸漬し１０分間放置した。
・３０〜４０℃の温水で毛束を６０秒間洗い流した。
・毛束を乾燥後、再度水で濡らした。Hair treatment was performed in the following order using the first agent and the second agent.
-Human hair (Kamoji, 20 g) was shampooed and air-dried.
-The first agent was placed in a container, the container was placed in a constant temperature water tank at 30 ° C. to keep the temperature constant, and the hair bundle was immersed in the first agent and left for 15 minutes.
-The hair bundle was rinsed with warm water at 30-40 ° C. for 30 seconds.
-The second agent was placed in a container, the container was placed in a constant temperature water tank at 30 ° C. to keep the temperature constant, and the hair bundle was immersed in the second agent and left for 10 minutes.
-The hair bundle was rinsed with warm water at 30-40 ° C. for 60 seconds.
・ After the hair bundle was dried, it was wetted with water again.
〔試験例１−２〕
第１剤として、成分（Ａ）の代わりにＤＬ−システイン塩酸塩を７．２４％配合したものを用いた以外は、試験例１−１と同様に毛髪処理を行った。[Test Example 1-2]
Hair treatment was carried out in the same manner as in Test Example 1-1, except that a product containing 7.24% of DL-cysteine hydrochloride was used instead of the component (A) as the first agent.
〔試験例１−３〕
第１剤として、成分（Ａ）の代わりに５０％チオグリコール酸アンモニウム水溶液を１３．６０％配合したものを用いた以外は、試験例１−１と同様に毛髪処理を行った。[Test Example 1-3]
Hair treatment was carried out in the same manner as in Test Example 1-1, except that a 50% ammonium thioglycolate aqueous solution containing 13.60% was used instead of the component (A) as the first agent.
（毛束の悪臭確認）
試験例１−１〜１−３で行った毛髪処理後の各毛束及び未処理の毛束の臭いを、ヘアカラーやウェーブ剤用香料の開発及び評価に携わる臭いの専門家３名により評価した。当該評価は、室温２５℃前後、湿度ＲＨ５０％前後の、空調が効いた部屋で行われた。
官能評価にて比較したところ、試験例１−１で得られた毛束（システアミン塩酸塩にて処理済）に悪臭が上記専門家３名により確認された。(Confirmation of bad smell of hair bundle)
The odor of each hair bundle and untreated hair bundle after the hair treatment performed in Test Examples 1-1 to 1-3 was evaluated by three odor experts involved in the development and evaluation of hair color and fragrances for wave agents. did. The evaluation was carried out in an air-conditioned room at a room temperature of around 25 ° C. and a humidity of around 50%.
As a result of comparison by sensory evaluation, a foul odor was confirmed in the hair bundles (treated with cysteamine hydrochloride) obtained in Test Example 1-1 by the above three experts.
（毛束の分析）
試験例１−１〜１−３で行った毛髪処理後の各毛束及び未処理の毛束について、ＳＰＭＥ分析（固相マイクロ抽出法：Solid Phase Micro Extractionによる分析）を行った。(Analysis of hair bundles)
SPME analysis (solid phase microextraction method: analysis by Solid Phase Micro Extraction) was performed on each hair bundle after the hair treatment and the untreated hair bundle performed in Test Examples 1-1 to 1-3.
なお、ＳＰＭＥ分析とは、液体試料、固体試料及び大気試料から揮発（香気）成分を簡単かつ迅速に抽出し、ガスクロマトグラフィーで高感度分析を行う手法である。ＳＰＭＥ分析は、その汎用性の高さから、環境分析（水質、大気）、食品・香料分析、医薬品分析等多方面に適用されている。 The SPME analysis is a method of easily and quickly extracting a volatile (fragrance) component from a liquid sample, a solid sample, and an air sample, and performing a high-sensitivity analysis by gas chromatography. Due to its high versatility, SPME analysis is applied to various fields such as environmental analysis (water quality, air), food / fragrance analysis, and pharmaceutical analysis.
ＳＰＭＥ分析における、ガスクロマトグラフィーの分析は、下記条件により行った。
測定機器：ＧＣ−６８９０ ｓｅｒｉｅｓ ＧＣ Ｓｙｓｔｅｍ（Ａｇｉｌｅｎｔ社製）
検出器：Ｍｏｄｅｌ５３８３ ＰＦＰＤ（パルスド炎光光度検出器）
カラム：ＢＣ−ＷＡＸ（５０ｍ×０．２５ｍｍＩ．Ｄ．×０．１５μｍ）
温度プログラム：７０℃（０ｍｉｎ）→２２０℃、４℃／ｍｉｎ
ヘッド圧：１８３ｋＰａ
モード：Ｓｐｌｉｔｌｅｓｓ（脱着時間１ｍｉｎ）
注入口温度：２５０℃キャリアガス：ヘリウムThe gas chromatography analysis in the SPME analysis was performed under the following conditions.
Measuring equipment: GC-6890 series GC System (manufactured by Agilent)
Detector: Model5383 PFPD (Pulsed Flame Luminous Intensity Detector)
Column: BC-WAX (50 m x 0.25 mm ID x 0.15 μm)
Temperature program: 70 ° C (0 min) → 220 ° C, 4 ° C / min
Head pressure: 183 kPa
Mode: Splitless (detachment time 1 min)
Injection port temperature: 250 ° C Carrier gas: Helium
ＳＰＭＥ分析は、以下の手順により行った。
試料毛髪０．１ｇを分析バイアルに入れ、内部標準として２−イソプロピル−４−メチルチアゾールのエタノール溶液（０．２１８μｇ／ｍＬ）を１０μＬ添加し、水０．４ｇを加えた。The SPME analysis was performed by the following procedure.
0.1 g of sample hair was placed in an analysis vial, 10 μL of an ethanol solution of 2-isopropyl-4-methylthiazole (0.218 μg / mL) was added as an internal standard, and 0.4 g of water was added.
上記分析バイアルをＳＰＭＥ法で（ＤＶＢ／ＣＡＲ／ＰＤＭＳファイバー使用）、５０℃にてヘッドスペースガスを１時間吸着させ、含硫成分面積比（試料毛髪中に元から含有していたベンゾチアゾールを１００として換算）の測定を行った。
分析結果を表１に示す。The analysis vial was adsorbed with a headspace gas at 50 ° C. for 1 hour by the SPME method (using DVB / CAR / PDMS fiber), and the sulfur-containing component area ratio (benzothiazole originally contained in the sample hair was 100). (Converted as) was measured.
The analysis results are shown in Table 1.
表１の結果より、悪臭が確認された試験例１−１の毛束（システアミン塩酸塩を含む毛髪処理剤にて処理済）では、チアゾリジン及び２−アセチル−２−チアゾリンの形成が認められることがわかった。
この結果より、システアミン塩酸塩を含む毛髪処理剤による悪臭と、チアゾリジン及びチアゾリン骨格を有する化合物の形成には相関があると考えられる。From the results in Table 1, the formation of thiazolidine and 2-acetyl-2-thiazolin was observed in the hair bundle of Test Example 1-1 (treated with a hair treatment agent containing cysteamine hydrochloride) in which a foul odor was confirmed. I understood.
From this result, it is considered that there is a correlation between the malodor caused by the hair treatment agent containing cysteamine hydrochloride and the formation of compounds having thiazolidine and thiazolidine skeletons.
ここで、システアミン塩酸塩及びＳＰＭＥ分析にて調査した各化合物について、その構造式を表２に示す。 Here, the structural formulas of the cysteamine hydrochloride and each compound investigated by SPME analysis are shown in Table 2.
［試験例２］
〔実施例１〕
毛髪処理剤として、以下に示す配合組成を混合した第１剤及び以下の第２剤を用意した。[Test Example 2]
[Example 1]
As the hair treatment agent, a first agent mixed with the following compounding composition and the following second agent were prepared.
＜第１剤＞
成分（Ａ）：５０％システアミン塩酸塩水溶液 ９．９０％
成分（Ｂ）：２８％アンモニア水溶液 適量
成分（Ｃ）：コハク酸 １．１８％
精製水 残量
全量 １００．０％<First agent>
Ingredient (A): 50% cysteamine hydrochloride aqueous solution 9.90%
Ingredient (B): 28% aqueous ammonia solution Appropriate amount Ingredient (C): succinic acid 1.18%
Total amount of purified water remaining 100.0%
成分（Ａ）に成分（Ｂ）を添加してｐＨ９．０に調整した後、精製水で１００．０質量％とした。 After adjusting the pH to 9.0 by adding the component (B) to the component (A), the pH was adjusted to 100.0% by mass with purified water.
＜第２剤＞
６．００％臭素酸ナトリウム水溶液<Second agent>
6.00% sodium bromate aqueous solution
上記第１剤及び第２剤を用い、試験例１−１と同様の方法で毛髪処理を行った。 Using the above first and second agents, hair treatment was performed in the same manner as in Test Example 1-1.
〔比較例１〕
第１剤として、成分（Ｃ）を配合しなかったものを用いた以外は、実施例１と同様に毛髪処理を行った。[Comparative Example 1]
The hair treatment was carried out in the same manner as in Example 1 except that the first agent, which did not contain the component (C), was used.
〔比較例２〕
第１剤として、成分（Ｃ）の代わりにクエン酸を１．９２％配合したものを用いた以外は、実施例１と同様に毛髪処理を行った。[Comparative Example 2]
The hair treatment was carried out in the same manner as in Example 1 except that a product containing 1.92% citric acid instead of the component (C) was used as the first agent.
〔比較例３〕
第１剤として、成分（Ｃ）の代わりに酢酸を０．６０％配合したものを用いた以外は、実施例１と同様に毛髪処理を行った。[Comparative Example 3]
Hair treatment was carried out in the same manner as in Example 1 except that a component (C) containing 0.60% of acetic acid was used as the first agent.
〔比較例４〕
第１剤として、成分（Ｃ）の代わりにピロリン酸ナトリウムを２．６６％配合したものを用いた以外は、実施例１と同様に毛髪処理を行った。[Comparative Example 4]
Hair treatment was carried out in the same manner as in Example 1 except that a solution containing 2.66% sodium pyrophosphate was used instead of the component (C) as the first agent.
〔比較例５〕
第１剤として、成分（Ｃ）の代わりにリン酸を０．９８％配合したものを用いた以外は、実施例１と同様に毛髪処理を行った。[Comparative Example 5]
Hair treatment was carried out in the same manner as in Example 1 except that a compound containing 0.98% of phosphoric acid was used instead of the component (C) as the first agent.
（毛束の悪臭確認）
実施例１及び比較例１〜５で行った毛髪処理後の各毛束の臭気強度を、ヘアカラーやウェーブ剤用香料の開発及び評価に携わる臭いの専門家３名により評価した。当該評価は、室温２５℃前後、湿度ＲＨ５０％前後の、空調が効いた部屋で行われた。(Confirmation of bad smell of hair bundle)
The odor intensity of each hair bundle after the hair treatment performed in Example 1 and Comparative Examples 1 to 5 was evaluated by three odor experts involved in the development and evaluation of hair color and fragrance for wave agents. The evaluation was carried out in an air-conditioned room at a room temperature of around 25 ° C. and a humidity of around 50%.
比較例１で行った毛髪処理後の毛束の臭気強度を「５：強く悪臭を感じた。」と設定し、他の実施例又は比較例の臭気強度を相対的に評価した。臭気強度の評価基準は下記のとおりとした。なお、臭気強度は専門家３名の評価値を平均して求めた。 The odor intensity of the hair bundle after the hair treatment performed in Comparative Example 1 was set as "5: A strong malodor was felt.", And the odor intensity of another Example or Comparative Example was relatively evaluated. The evaluation criteria for odor intensity were as follows. The odor intensity was obtained by averaging the evaluation values of three experts.
０：悪臭を感じなかった。
１：辛うじて悪臭を感じた。
２：かすかに悪臭を感じた。
３：明らかに悪臭を感じた。
４：やや強く悪臭を感じた。
５：強く悪臭を感じた（比較例１で行った毛髪処理後の毛束の臭いと同程度）。
６：非常に強く悪臭を感じた。0: I didn't feel a bad smell.
1: I barely felt a foul odor.
2: I felt a faint stench.
3: I clearly felt a bad smell.
4: I felt a strong stench.
5: A strong foul odor was felt (similar to the odor of the hair bundle after the hair treatment performed in Comparative Example 1).
6: I felt a very strong stench.
結果を表３及び図１に示す。なお、図１中のエラーバーは標準偏差、＊Ｐ＜０．０５を表す。The results are shown in Table 3 and FIG. The error bar in FIG. 1 represents the standard deviation, * P <0.05.
表３及び図１の結果より、実施例１の毛髪処理剤を使用した場合、比較例１〜５の毛髪処理剤を使用した場合に比べ、毛髪処理後の悪臭を顕著に抑制していることがわかった。 From the results of Table 3 and FIG. 1, when the hair treatment agent of Example 1 was used, the malodor after the hair treatment was remarkably suppressed as compared with the case where the hair treatment agents of Comparative Examples 1 to 5 were used. I understood.
（毛束の分析）
実施例１及び比較例１、２、５で行った毛髪処理後の各毛束について、試験例１と同様にＳＰＭＥ分析を行った。
分析結果を表４に示す。(Analysis of hair bundles)
SPME analysis was performed on each hair bundle after the hair treatment performed in Example 1 and Comparative Examples 1, 2 and 5 in the same manner as in Test Example 1.
The analysis results are shown in Table 4.
表４の結果より、実施例１の毛髪処理剤を使用した場合、比較例１、２、５の毛髪処理剤を使用した場合に比べ、毛髪処理後の毛髪中のチアゾリジン及び２−アセチル−２−チアゾリンの含有量を顕著に減少させることができることがわかった。 From the results in Table 4, when the hair treatment agent of Example 1 was used, thiazolidine and 2-acetyl-2 in the hair after the hair treatment were compared with the case where the hair treatment agents of Comparative Examples 1, 2 and 5 were used. -It was found that the content of thiazolin can be significantly reduced.
［試験例３］
〔実施例２〕
成分（Ｃ）として、コハク酸を１．１８％配合する代わりにフマル酸を１．１６％配合した以外は、実施例１と同様に毛髪処理を行った。[Test Example 3]
[Example 2]
Hair treatment was carried out in the same manner as in Example 1 except that 1.18% of fumaric acid was added instead of 1.18% of succinic acid as the component (C).
〔実施例３〕
第１剤を、成分（Ｂ）：２８％アンモニア水溶液を適量添加し、ｐＨ７．０に調整した以外は、実施例１と同様に毛髪処理を行った。[Example 3]
Hair treatment was carried out in the same manner as in Example 1 except that the first agent was adjusted to pH 7.0 by adding an appropriate amount of component (B): 28% aqueous ammonia.
〔実施例４〕
成分（Ｃ）として、コハク酸を１．１８％配合する代わりにフマル酸を１．１６％配合した以外は、実施例３と同様に毛髪処理を行った。[Example 4]
Hair treatment was performed in the same manner as in Example 3 except that 1.16% fumaric acid was added instead of 1.18% succinic acid as the component (C).
〔比較例６〕
第１剤を、成分（Ｂ）：２８％アンモニア水溶液を適量添加し、ｐＨ７．０に調整した以外は、比較例１と同様に毛髪処理を行った。[Comparative Example 6]
Hair treatment was carried out in the same manner as in Comparative Example 1 except that the first agent was adjusted to pH 7.0 by adding an appropriate amount of component (B): 28% aqueous ammonia solution.
（毛束の悪臭確認）
実施例２について、試験例２と同様に臭気強度を評価した。結果を、実施例１及び比較例１の結果とともに、表５及び図２に示す。(Confirmation of bad smell of hair bundle)
For Example 2, the odor intensity was evaluated in the same manner as in Test Example 2. The results are shown in Table 5 and FIG. 2 together with the results of Example 1 and Comparative Example 1.
実施例３〜４及び比較例６については、比較例６で行った毛髪処理後の毛束の臭気強度を「５」と設定して、試験例２と同様に臭気強度を評価した。結果を表５及び図２に示す。
なお、図２中のエラーバーは標準偏差、＊Ｐ＜０．０５を表す。For Examples 3 to 4 and Comparative Example 6, the odor intensity of the hair bundle after the hair treatment performed in Comparative Example 6 was set to "5", and the odor intensity was evaluated in the same manner as in Test Example 2. The results are shown in Table 5 and FIG.
The error bar in FIG. 2 represents the standard deviation, * P <0.05.
表５及び図２の結果より、実施例２のように成分（Ｃ）としてフマル酸を用いた場合においても、実施例１と同様に、比較例１の毛髪処理剤を使用した場合に比べ、毛髪処理後の悪臭を顕著に抑制できることがわかった。
また、実施例３及び４のように第１剤を中性とした場合においても、比較例６の毛髪処理剤を使用した場合に比べ、毛髪処理後の悪臭を顕著に抑制できることがわかった。From the results of Table 5 and FIG. 2, even when fumaric acid was used as the component (C) as in Example 2, as in Example 1, compared with the case where the hair treatment agent of Comparative Example 1 was used. It was found that the malodor after hair treatment can be remarkably suppressed.
Further, it was found that even when the first agent was neutral as in Examples 3 and 4, the malodor after the hair treatment could be remarkably suppressed as compared with the case where the hair treatment agent of Comparative Example 6 was used.
［試験例４］
〔比較例７〕
成分（Ｃ）のフマル酸を配合する代わりにマレイン酸を同量配合した以外は、実施例２と同様に毛髪処理を行った。[Test Example 4]
[Comparative Example 7]
Hair treatment was carried out in the same manner as in Example 2 except that the same amount of maleic acid was added instead of the component (C) fumaric acid.
〔比較例８〕
比較例１と同様に毛髪処理を行った。[Comparative Example 8]
Hair treatment was performed in the same manner as in Comparative Example 1.
〔実施例５〕
実施例２と同様に毛髪処理を行った。[Example 5]
Hair treatment was performed in the same manner as in Example 2.
（毛束の悪臭確認）
実施例５及び比較例７で行った毛髪処理後の毛束について、専門家の人数を９名とし、比較例８で行った毛髪処理後の毛束の臭気強度を「５」と設定して、試験例２と同様に臭気強度を求めた。
結果を、表６及び図３に示す。なお、図３中のエラーバーは標準偏差、＊Ｐ＜０．０５を表す。(Confirmation of bad smell of hair bundle)
Regarding the hair bundles after the hair treatment performed in Example 5 and Comparative Example 7, the number of specialists was set to 9, and the odor intensity of the hair bundles after the hair treatment performed in Comparative Example 8 was set to "5". , The odor intensity was determined in the same manner as in Test Example 2.
The results are shown in Table 6 and FIG. The error bar in FIG. 3 represents the standard deviation, * P <0.05.
表６及び図３の結果より、比較例７のようにマレイン酸を用いた場合では、成分（Ｃ）としてフマル酸を用いた実施例５の毛髪処理剤のような悪臭抑制効果は見られないことがわかった。 From the results of Table 6 and FIG. 3, when maleic acid was used as in Comparative Example 7, the malodor suppressing effect as in the hair treatment agent of Example 5 using fumaric acid as the component (C) was not observed. I understand.
［試験例５］
〔実施例６〕
成分（Ｃ）として、コハク酸を１．１８％配合する代わりにグルタル酸を１．３２％配合した以外は、実施例１と同様に毛髪処理を行った。[Test Example 5]
[Example 6]
Hair treatment was carried out in the same manner as in Example 1 except that 1.32% of glutaric acid was added instead of 1.18% of succinic acid as the component (C).
〔実施例７〕
実施例２と同様に毛髪処理を行った。[Example 7]
Hair treatment was performed in the same manner as in Example 2.
〔比較例９〕
比較例７と同様に毛髪処理を行った。[Comparative Example 9]
Hair treatment was performed in the same manner as in Comparative Example 7.
〔比較例１０〕
比較例１と同様に毛髪処理を行った。[Comparative Example 10]
Hair treatment was performed in the same manner as in Comparative Example 1.
（毛束の悪臭確認）
実施例６、７及び比較例９で行った毛髪処理後の毛束について、専門家の人数を８名とし、比較例１０で行った毛髪処理後の毛束の臭気強度を「５」と設定して、試験例２と同様に臭気強度を求めた。
結果を、表７及び図４に示す。(Confirmation of bad smell of hair bundle)
Regarding the hair bundles after the hair treatment performed in Examples 6 and 7 and Comparative Example 9, the number of specialists was set to 8, and the odor intensity of the hair bundles after the hair treatment performed in Comparative Example 10 was set to "5". Then, the odor intensity was determined in the same manner as in Test Example 2.
The results are shown in Table 7 and FIG.
表７及び図４の結果より、実施例６のように成分（Ｃ）としてグルタル酸を用いた場合においても、実施例７のように成分（Ｃ）としてフマル酸を用いた場合と同様に、比較例９及び１０の毛髪処理剤を使用した場合に比べ、毛髪処理後の悪臭を顕著に抑制できることがわかった。また、実施例６及び７の結果は、比較例９及び１０の結果に対して有意差があった（Ｐ＜０．０５）。 From the results of Table 7 and FIG. 4, even when glutaric acid was used as the component (C) as in Example 6, the same as when fumaric acid was used as the component (C) as in Example 7. It was found that the malodor after the hair treatment could be remarkably suppressed as compared with the case where the hair treatment agents of Comparative Examples 9 and 10 were used. In addition, the results of Examples 6 and 7 were significantly different from the results of Comparative Examples 9 and 10 (P <0.05).
［試験例６］
〔実施例８〕
実施例６と同様にして第１剤及び第２剤を用意した。
上記第１剤及び第２剤を用い、乾燥後の毛束を再度水で濡らすことをしなかった以外は、試験例１−１と同様の方法で毛髪処理を行った。[Test Example 6]
[Example 8]
The first agent and the second agent were prepared in the same manner as in Example 6.
Hair treatment was carried out in the same manner as in Test Example 1-1, except that the dried hair bundles were not wetted again with water using the first and second agents.
〔実施例９〕
実施例７と同様にして第１剤及び第２剤を用意した。
上記第１剤及び第２剤を用い、実施例８と同様の方法で毛髪処理を行った。[Example 9]
The first agent and the second agent were prepared in the same manner as in Example 7.
Hair treatment was performed in the same manner as in Example 8 using the first agent and the second agent.
〔比較例１１〕
比較例９と同様にして第１剤及び第２剤を用意した。
上記第１剤及び第２剤を用い、実施例８と同様の方法で毛髪処理を行った。[Comparative Example 11]
The first agent and the second agent were prepared in the same manner as in Comparative Example 9.
Hair treatment was performed in the same manner as in Example 8 using the first agent and the second agent.
〔比較例１２〕
比較例１０と同様にして第１剤及び第２剤を用意した。
上記第１剤及び第２剤を用い、実施例８と同様の方法で毛髪処理を行った。[Comparative Example 12]
The first agent and the second agent were prepared in the same manner as in Comparative Example 10.
Hair treatment was performed in the same manner as in Example 8 using the first agent and the second agent.
（毛束の悪臭確認）
実施例８、９及び比較例１１、１２で行った毛髪処理後の毛束について、専門家の人数を８名とし、比較例１２で行った毛髪処理後の毛束の臭気強度を「５」と設定して、試験例２と同様に臭気強度を求めた。
結果を、表８及び図５に示す。(Confirmation of bad smell of hair bundle)
Regarding the hair bundles after the hair treatment performed in Examples 8 and 9 and Comparative Examples 11 and 12, the number of specialists was set to 8, and the odor intensity of the hair bundles after the hair treatment performed in Comparative Example 12 was "5". The odor intensity was determined in the same manner as in Test Example 2.
The results are shown in Table 8 and FIG.
表８及び図５の結果より、乾燥時の毛束を用いた場合においても、実施例８及び９の毛髪処理剤によって毛髪処理後の悪臭を顕著に抑制できることがわかった。また、実施例８及び９の結果は、比較例１１及び１２の結果に対して有意差があった（Ｐ＜０．０５）。 From the results of Table 8 and FIG. 5, it was found that even when the hair bundle at the time of drying was used, the bad odor after the hair treatment could be remarkably suppressed by the hair treatment agents of Examples 8 and 9. In addition, the results of Examples 8 and 9 were significantly different from the results of Comparative Examples 11 and 12 (P <0.05).
本発明を詳細にまた特定の実施態様を参照して説明したが、本発明の精神と範囲を逸脱することなく様々な変更や修正を加えることができることは当業者にとって明らかである。本出願は２０１８年２月２０日出願の日本特許出願（特願２０１８−２８０８６）に基づくものであり、その内容はここに参照として取り込まれる。 Although the present invention has been described in detail and with reference to specific embodiments, it will be apparent to those skilled in the art that various changes and modifications can be made without departing from the spirit and scope of the invention. This application is based on a Japanese patent application filed on February 20, 2018 (Japanese Patent Application No. 2018-28086), the contents of which are incorporated herein by reference.
Claims (9)
成分（Ｂ）：少なくとも１種のアルカリ剤、並びに
成分（Ｃ）：コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種、
を含有する、毛髪処理剤。Ingredient (A): At least one selected from the group consisting of cysteamine and cysteamine hydrochloride,
Ingredient (B): At least one alkaline agent, and Ingredient (C): At least one selected from the group consisting of succinic acid, fumaric acid, glutaric acid and their alkali metal or ammonium salts.
A hair treatment agent containing.
成分（Ｃ）：コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種を含有する悪臭抑制剤。Ingredient (A): At least one selected from the group consisting of cysteamine and cysteamine hydrochloride, and Ingredient (B): To suppress malodor after hair treatment with a hair treatment agent containing at least one alkaline agent. It is a malodor suppressant
Ingredient (C): A malodor suppressant containing at least one selected from the group consisting of succinic acid, fumaric acid, glutaric acid and alkali metal salts or ammonium salts thereof.
成分（Ｃ）：コハク酸、フマル酸、グルタル酸及びそれらのアルカリ金属塩又はアンモニウム塩からなる群から選択される少なくとも１種、
を配合させる、毛髪処理後の悪臭を抑制する方法。Ingredient (A): At least one selected from the group consisting of cysteamine and cysteamine hydrochloride, and ingredient (B): a hair treatment agent containing at least one alkaline agent.
Ingredient (C): At least one selected from the group consisting of succinic acid, fumaric acid, glutaric acid and alkali metal salts or ammonium salts thereof.
A method of suppressing bad odors after hair treatment.
Applications Claiming Priority (3)
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| JP2018028086 | 2018-02-20 | ||
| JP2018028086 | 2018-02-20 | ||
| PCT/JP2019/006336 WO2019163831A1 (en) | 2018-02-20 | 2019-02-20 | Hair treatment agent, odor control agent, and method for controlling odor after hair treatment |
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5554363A (en) * | 1993-02-12 | 1996-09-10 | Helene Curtis, Inc. | Method of reducing malodors in permanent waving |
| JP2001163736A (en) * | 1999-12-06 | 2001-06-19 | Bristol Myers Squibb Co | Slightly odorous permanent-waving composition containing disulfide |
| JP2009067711A (en) * | 2007-09-12 | 2009-04-02 | Arimino Kagaku Kk | Treatment agent for hair deformation |
| US20120230935A1 (en) * | 2011-03-08 | 2012-09-13 | Somang Cosmetics Co., Ltd. | Solvent composition for one-step permanent wave and hair straightener |
| JP2013253067A (en) * | 2012-02-09 | 2013-12-19 | Arimino Kagaku Kk | Treating agent for hair deformation |
| JP2017186257A (en) * | 2016-03-31 | 2017-10-12 | 株式会社日本触媒 | Crosslinked polymer for humectant |
-
2019
- 2019-02-20 JP JP2020500998A patent/JPWO2019163831A1/en active Pending
- 2019-02-20 WO PCT/JP2019/006336 patent/WO2019163831A1/en active Application Filing
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5554363A (en) * | 1993-02-12 | 1996-09-10 | Helene Curtis, Inc. | Method of reducing malodors in permanent waving |
| JP2001163736A (en) * | 1999-12-06 | 2001-06-19 | Bristol Myers Squibb Co | Slightly odorous permanent-waving composition containing disulfide |
| JP2009067711A (en) * | 2007-09-12 | 2009-04-02 | Arimino Kagaku Kk | Treatment agent for hair deformation |
| US20120230935A1 (en) * | 2011-03-08 | 2012-09-13 | Somang Cosmetics Co., Ltd. | Solvent composition for one-step permanent wave and hair straightener |
| JP2013253067A (en) * | 2012-02-09 | 2013-12-19 | Arimino Kagaku Kk | Treating agent for hair deformation |
| JP2017186257A (en) * | 2016-03-31 | 2017-10-12 | 株式会社日本触媒 | Crosslinked polymer for humectant |
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